Methanol → Benzoic acid, 3-(chlorosulfonyl)-, methyl ester

HRID 2036320Notes

Reaction equation

HRID 2036320 reaction equation
Cl[C:2]([C:4]1[CH:5]=[C:6]([S:10]([Cl:13])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)=[O:3].[CH3:14][OH:15]>C1COCC1>[CH3:14][O:15][C:2]([C:4]1[CH:5]=[C:6]([S:10]([Cl:13])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)=[O:3]

Participants

4

Reactant 2

HCID 887MethanolHCID 77671Benzoyl chloride, 3-(chlorosulfonyl)-

Product 1

HCID 113339Benzoic acid, 3-(chlorosulfonyl)-, methyl esterYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-chlorocarbonylbenzenesulfonyl chloride (5.0 g, 21 mmol) in THF (100 ml) was added methanol 1.7 ml (42 mmol) and the mixture was stirred at room temperature for 13 hours. After the reaction was completed, the resultant was concentrated under reduced pressure to give 5.14 g (21 mmol) of the titled compound as a pale purple solid. Yield: 100%.

Workup

  1. concentrationthe resultant was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8c0a314a9e8b41098995fc0f170468d1
Source dataset
uspto-grants-2013_11
Patent number
US08575180B2

Reaction notes

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